Senior Product Counsel

WHAT YOU’LL DO

We're hiring a Senior Product Counsel to be a core member of Sierra's growing legal team. This role will report to our Associate General Counsel, Product and Privacy, as part of our growing product legal function. We are looking for someone who has deep expertise in product counseling for AI or other emerging technologies. You will be a legal partner for Sierra’s product and engineering teams, and help shape how our products go to market responsibly, ensuring privacy, compliance, and risk considerations are embedded throughout the product lifecycle. You will thrive in dynamic environments, enjoy tackling challenges beyond your comfort zone, and be excited to contribute across the business. In return, we'll provide the support and opportunities you need to grow and excel as a lawyer. You'll be part of a legal team that is highly respected within the company — committed to excellence, collaboration, and making a meaningful impact.

PRODUCT

- End-to-end responsibility for product legal support: counsel Product and Engineering teams from concept through launch across Sierra's agent platform and new products.

- Work closely with Engineering teams to integrate privacy-by-design principles and AI transparency measures into product development.

- Advise the customer-facing Agent Development teams on legal requirements of product features, including consumer protection, telecommunications (e.g., voice and messaging), and industry-specific requirements for regulated customers.

- Develop scalable product review processes, launch checklists, and self-serve guidance that let product teams move quickly.

REGULATORY (WITH FOCUS ON AI)

- Advise on emerging AI-specific regulations and their applicability to Sierra's products.

- Partner with the privacy team to implement AI governance policies and frameworks to ensure responsible AI deployment.

- Monitor legal developments affecting AI products, advising product leadership on risks, trends, and design implications.

WHAT YOU’LL BRING

- 8+ years of legal experience, with a combination of large international law firm and in-house experience at a tech company.

- Deep experience advising product and engineering teams on new product development, ideally involving AI/ML, communications, or platform products.

- Working knowledge of the legal domains that touch product development, including privacy (e.g., GDPR, CCPA), AI regulatory frameworks (e.g., EU AI Act, NIST AI Risk Management Framework), consumer protection, and IP.

- Ability to partner with technical teams to understand all aspects of Sierra's product offering.

- Strong analytical skills and the ability to balance legal risks and business objectives in a fast-moving environment.

- Strong verbal and written communication skills and the ability to partner with both legal and non-legal stakeholders.

- A strong work ethic with an eye for detail. You will strive for perfection, and expect that of others.

- Be a team player first and foremost. Sierra is a unique place to work, with a strong sense of togetherness, and the legal team is no exception. You will look out for your colleagues, be accustomed to sharing and helping the team succeed.

EVEN BETTER…

- Experience with voice/telephony products and related regulatory regimes (e.g., TCPA, state call recording laws).

- Experience counseling on products sold into regulated industries (healthcare, financial services).

- Familiarity with machine learning models and their associated risks.

- Previous experience developing trust and safety or responsible AI programs.

- Startup experience and comfort with rapid iteration and ambiguity.